Mount Greylock is the highest point in Massachusetts at 3,491 feet, with views stretching across the Berkshire hills to New York, Connecticut, Vermont, and New Hampshire beyond. The Mount Greylock State Reservation is a popular hiking area, with numerous trails winding to the summit. A couple of running options in this area:
Greylock Scenic Byway. Choose a section of this 17-mile road, which runs between Lanesborough and North Adams. Also known as Rockwell Rd., the byway goes through Greylock State Reservation, and up to the summit of Mt. Greylock. This is steep and challenging. You can look at the elevation profile to choose a gentler section of the road, or have a partner drop you off and run down! The road has a shoulder, but can be windy, so keep an eye out for cars. Note: Road closed November-May, but still walking/running permitted!
Run to the Summit. If you just want to do the summit section of Mt. Greylock, park at the campground lot, and run on Rockwell Rd. to the summit. It’s 3 miles one-way, elevation gain of 1,058 feet, average grade of 6.5%. (Note: closed to cars Novembe-May).
Sperry Road. For a less challenging run, the best spot in Greylock State Reservation is Sperry Rd. It comes off Rockwell Rd. and leads to a campground. Run as far as the Haley Farm Trailhead, 3.6 miles. You can also start the run at the Haley Farm Trailhead, off Hopper Rd. (which itself is nice for running!). Sperry Rd. is especially gorgeous in autumn. A highlight of the route is Stony Ledge, known for its fantastic views!